1360872-95-2

Upstream product

• 105-13-5 4-Methoxybenzyl alcohol 
• 127379-30-0 (2S,3S)-(3-(3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)propyl)-2-oxiranyl)methan-1-ol 
• 1360872-94-1 C₃₄H₄₆O₄Si 
• 69739-34-0 t-butyldimethylsiyl triflate 
• 1360872-93-0 C₃₃H₄₂O₄Si 
• 1360872-92-9 C₃₃H₄₄O₄Si 
• 1360872-91-8 C₃₀H₃₈O₄Si 
• 1360872-90-7 C₃₀H₄₀O₅Si 

Downstream Products

• 1028432-77-0 C₃₆H₅₆O₅Si₂ 
• 1028432-58-7 C₄₈H₆₅O₈PSi₂ 
• 1028432-76-9 C₃₆H₆₀O₅Si₂ 
• 1360872-96-3 C₄₀H₆₂O₅Si₂ 
• 1360872-82-7 C₃₂H₅₄O₄Si₂ 
• 1360872-97-4 C₃₂H₅₀O₄Si₂ 
• 1360872-81-6 C₄₄H₅₉O₇PSi₂ 
• 1360872-98-5 C₄₄H₆₆O₅Si₂ 
• 1360872-99-6 C₄₄H₆₈O₆Si₂ 

Relevant academic research and scientific papers

Total synthesis of (-)-brevenal: A streamlined strategy for practical synthesis of polycyclic ethers

We describe a streamlined strategy for the practical synthesis of trans-fused polycyclic ethers and its application to a concise total synthesis of (-)-brevenal, a new pentacyclic polyether natural product with intriguing biological activities. The B-, D-, and E-rings were constructed by TEMPO/PhI(OAc)2-mediated oxidative lactonization of the corresponding 1,6-diols, with minimal need for manipulation of oxygen functionalities. The B- and E-ring lactones were appropriately functionalized by Suzuki-Miyaura coupling of lactone-derived enol phosphates and subsequent stereoselective hydroboration. The A-ring was formed by our mixed thioacetalization methodology. The AB- and DE-ring fragments were assembled through Suzuki-Miyaura coupling, and the C-ring was forged in the same manner as that for the A-ring. More than two grams of the pentacyclic polyether core of (-)-brevenal have been synthesized by the synthetic route developed in this study.